N-杂环卡宾催化苯并噻唑基乙酸乙酯与2-溴烯醛的对映选择性环化反应
N-Heterocyclic Carbene Catalyzed Enantioselective Annulation of Benzothiazolyl Ethyl Acetates with 2-Bromoenals.
作者信息
Ni Qijian, Xiong Jiawen, Song Xiaoxiao, Raabe Gerhard, Enders Dieter
机构信息
Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany.
出版信息
Synlett. 2015 Jun 11;26(11):1465-1469. doi: 10.1055/s-0034-1381004.
Abstract
An N-heterocyclic carbene catalyzed enantioselective [3+3] annulation of benzothiazolyl acetates with 2-bromoenals has been developed. The protocol provides a direct asymmetric synthesis of dihydro-1-benzothiazolopyridinones in good to very good yields and medium ee values. In many cases, the virtually enantiopure heterocycles are available through a single recrystallization (99% ee).
摘要
已开发出一种由N-杂环卡宾催化的苯并噻唑基乙酸酯与2-溴烯醛的对映选择性[3+3]环化反应。该方法能以良好至优异的产率和中等的对映体过量值直接不对称合成二氢-1-苯并噻唑并吡啶酮。在许多情况下，通过单次重结晶即可获得几乎对映体纯的杂环化合物（对映体过量值为99%）。
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